(S)-2-(4,5-Dimethoxy-2-nitro-benzyloxycarbonylamino)-6-(5-dimethylamino-naphthalene-1-sulfonylamino)-hexanoic acid

Base Information

• Chemical Name: (S)-2-(4,5-Dimethoxy-2-nitro-benzyloxycarbonylamino)-6-(5-dimethylamino-naphthalene-1-sulfonylamino)-hexanoic acid
• CAS No.: 192070-13-6
• Molecular Formula: C₂₈H₃₄N₄O₁₀S
• Molecular Weight: 618.665
• Mol file: 192070-13-6.mol

Synonyms:(S)-2-(4,5-Dimethoxy-2-nitro-benzyloxycarbonylamino)-6-(5-dimethylamino-naphthalene-1-sulfonylamino)-hexanoic acid

Chemical Property of (S)-2-(4,5-Dimethoxy-2-nitro-benzyloxycarbonylamino)-6-(5-dimethylamino-naphthalene-1-sulfonylamino)-hexanoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-(4,5-Dimethoxy-2-nitro-benzyloxycarbonylamino)-6-(5-dimethylamino-naphthalene-1-sulfonylamino)-hexanoic acid

There total 4 articles about (S)-2-(4,5-Dimethoxy-2-nitro-benzyloxycarbonylamino)-6-(5-dimethylamino-naphthalene-1-sulfonylamino)-hexanoic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 52.0%

nitroveratryloxycarbonyl chloride (42855-00-5) + N(ε)-5-(dimethylamino)naphthalene-1-sulfonyl-L-lysine (1101-84-4) → (S)-2-(4,5-Dimethoxy-2-nitro-benzyloxycarbonylamino)-6-(5-dimethylamino-naphthalene-1-sulfonylamino)-hexanoic acid (192070-13-6)

Guidance literature:

With sodium hydrogencarbonate; In 1,4-dioxane; at 25 ℃; for 12h;

DOI:10.1021/jo9702608

Reference yield:

5-(dimethylamino)naphth-1-ylsulfonyl chloride (605-65-2) → (S)-2-(4,5-Dimethoxy-2-nitro-benzyloxycarbonylamino)-6-(5-dimethylamino-naphthalene-1-sulfonylamino)-hexanoic acid (192070-13-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 91 percent / Et₃N / CH₂Cl₂ / 12 h / 25 °C

2: TFA / CH₂Cl₂ / 2 h / 25 °C

3: 52 percent / aq. NaHCO₃ / dioxane / 12 h / 25 °C

With sodium hydrogencarbonate; triethylamine; trifluoroacetic acid; In 1,4-dioxane; dichloromethane;

DOI:10.1021/jo9702608

Reference yield:

Boc-Lys-OH (13734-28-6) → (S)-2-(4,5-Dimethoxy-2-nitro-benzyloxycarbonylamino)-6-(5-dimethylamino-naphthalene-1-sulfonylamino)-hexanoic acid (192070-13-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 91 percent / Et₃N / CH₂Cl₂ / 12 h / 25 °C

2: TFA / CH₂Cl₂ / 2 h / 25 °C

3: 52 percent / aq. NaHCO₃ / dioxane / 12 h / 25 °C

With sodium hydrogencarbonate; triethylamine; trifluoroacetic acid; In 1,4-dioxane; dichloromethane;

DOI:10.1021/jo9702608

upstream raw materials:

nitroveratryloxycarbonyl chloride

N^(ε)-5-(dimethylamino)naphthalene-1-sulfonyl-L-lysine

5-(dimethylamino)naphth-1-ylsulfonyl chloride

Boc-Lys-OH

Downstream raw materials:

3'-O-{N_α-(3,4-dimethoxy-6-nitrobenzyloxycarbonyl)-N_ε-[5-(dimethylamino)-1-naphthalenesulfonyl]-L-lysine-L-proline}-5'O-(tert-butyldiphenylsilyl)thymidine